192710-89-7

Usage

General Description

1,3-Benzenediol, 5-[(1Z)-2-(4-methoxyphenyl)ethenyl]-, also known as resveratrol, is a natural phenol found in various plants, including red grapes and peanuts. It has gained attention for its potential health benefits, including anti-inflammatory and antioxidant properties. Resveratrol has been studied for its potential role in reducing the risk of heart disease, cancer, and other age-related conditions. It is also being researched for its potential neuroprotective effects and its possible role in extending lifespan. Additionally, resveratrol is being studied for its potential application in cosmetic products due to its purported ability to protect the skin from UV damage and potentially slow the signs of aging.

Upstream product

• 187803-40-3 3,5-bis(tert-butyldimethylsilyloxy)benzaldehyde 
• 21960-26-9 (4-methoxybenzylidene)triphenylphosphorane 
• 824-94-2 p-methoxybenzyl chloride 
• 3462-97-3 (4-methoxybenzyl)triphenylphosphonium bromide 
• 105-13-5 4-Methoxybenzyl alcohol 
• 2746-25-0 p-Methoxybenzyl bromide 
• 1530-38-7 ((4-methoxyphenyl)methyl)triphenylphosphonium bromide 
• 26153-38-8 3,5-dihydroxybenzaldehyde 
• 192710-88-6 (Z)-3,5-di-(tert-butyldimethylsilyloxy)-4'-methoxystilbene 

Downstream Products

• 27208-80-6 polydatin 
• 197440-95-2 Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[3-[(Z)-2-(4-methoxy-phenyl)-vinyl]-5-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-phenoxy]-tetrahydro-pyran-3-yl ester 
• 197440-94-1 Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-{3-hydroxy-5-[(Z)-2-(4-methoxy-phenyl)-vinyl]-phenoxy}-tetrahydro-pyran-3-yl ester 

Relevant academic research and scientific papers

Design, synthesis, biological evaluation and docking studies of pterostilbene analogs inside PPARα

Pterostilbene, a naturally occurring analog of resveratrol, has previously shown PPARα activation in H4IIEC3 cells and was found to decrease cholesterol levels in animals. In this study, analogs of pterostilbene were synthesized and their ability to activ

Quinone reductase induction activity of methoxylated analogues of resveratrol

Agents that induce the activity of phase II enzymes play an important role in intervening with the carcinogenic process at the initiation stage. Resveratrol is well known for its chemopreventive activity against major stages of carcinogenesis. In this study, several methoxylated analogues of resveratrol were synthesized and evaluated for their ability to induce the activity of the phase II enzyme quinone reductase (QR). Methoxy groups serve to increase lipophilicity and improve metabolic stability. Compared to resveratrol, analogues with ortho-methoxy substituents were found to be more potent inducers of QR and to exert their activity in a qualitatively different manner. The greater induction activities associated with these stilbenoids serve as a useful starting point for the design of improved chemopreventive agents.

Resveratrol Derivatives and Their Role as Potassium Channels Modulators

A series of stilbenoid analogues of resveratrol (trans-3,4′ ,5-trihydroxystilbene) with a stilbenic or a bibenzylic skeleton have been prepared by partial synthesis from resveratrol and dihydroresveratrol. The synthesized compounds have been evaluated for their ability to modulate voltage-gated channels.

Antineoplastic agents. 465. Structural modification of resveratrol: Sodium resverastatin phosphate

As an extension of structure/activity investigations of resveratrol (1), phenstatin (2c), and the cancer antiangiogenesis drug sodium combretastatin A-4 phosphate (2b), syntheses of certain related stilbenes (14) and benzophenones (16) were undertaken. The trimethyl ether derivative of (Z)-resveratrol (4a) exhibited the strongest activity (GI50 = 0.01-0.001 μg/mL) against a minipanel of human cancer cell lines. A monodemethylated derivative (14c) was converted to prodrug 14n (sodium resverastatin phosphate) for further biological evaluation. The antitubulin and antimicrobial activities of selected compounds were also evaluated.

Synthesis of biologically active polyphenolic glycosides (combretastatin and resveratrol series)

(E)-3-(β-D-Glucopyranosyloxy)-4',5-dihydroxystilbene (resveratrol 3-β-D-glucoside, piceid), (Z)-2',3'-dihydroxy-3,4,4',5-tetramethoxystilbene (combretastatin A-1), (Z)-3'-hydroxy-3,4,4', 5-tetramethoxystilbene (combretastatin A-4), (Z)-2'-hydroxy-3,4,4',5-tetramethoxystilbene (combretastatin iso-A-4), α,β-dihydro-2',3'-dihydroxy-3,4,4',5-tetramethoxystilbene (combretastatin B-1), the corresponding glucosides, and related compounds have been synthesized via Wittig reactions followed by,glucosylation under phase-transfer catalysis. Most of the compounds synthesized have been tested with respect to biological activity (cytostatic, cytotoxic, antimitotic, neurotoxic, antiplatelet aggregation activity).

Isolation, synthesis, and antiplatelet aggregation activity of resveratrol 3-O-β-D-glucopyranoside and related compounds

Resveratrol 3-O-β-D-glucopyranoside (1) has been isolated from the seeds of Erythrophleum lasianthum (Caesalpinioidae, Leguminosae), a South African plant used in traditional medicine, and has shown antiplatelet aggregation activity. The synthesis of 1, related hydroxystilbenes, and their glucosides has been undertaken to provide larger quantities, for further biological evaluation, and has been accomplished via Wittig reactions followed by glucosylation under phase transfer catalysis.